31526-71-3

Basic information

• Product Name: 1-(3-Ethoxy-4-Methoxyphenyl)ethanone
• Synonyms: 1-(3-Ethoxy-4-Methoxyphenyl)ethanone;1-(3-Ethoxy-4-methoxyphenyl)
• CAS NO: 31526-71-3
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.22706
• Mol File: 31526-71-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 66-67 °C(Solv: isopropanol (67-63-0))
• Boiling Point: 295.2±20.0 °C(Predicted)
• Appearance: /
• Density: 1.047±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-(3-Ethoxy-4-Methoxyphenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-Ethoxy-4-Methoxyphenyl)ethanone(31526-71-3)
• EPA Substance Registry System: 1-(3-Ethoxy-4-Methoxyphenyl)ethanone(31526-71-3)

Safety Data

• Hazardous Substances Data: 31526-71-3(Hazardous Substances Data)

Usage

General Description

1-(3-Ethoxy-4-Methoxyphenyl)ethanone is an organic compound with the chemical formula C11H14O3. It is a ketone that consists of a benzene ring with methoxy and ethoxy substituents attached to it, and an ethanone group. 1-(3-Ethoxy-4-Methoxyphenyl)ethanone is commonly used in the pharmaceutical and fragrance industries as a key ingredient in the synthesis of various drugs and perfumes. It is also known for its antioxidant properties and may have potential applications in the field of medicine. Additionally, it can be used as a flavoring agent in food and beverages. However, due to its limited availability and high cost, it is not widely used in commercial products.

Upstream product

• 64-67-5 diethyl sulfate 
• 6100-74-9 3-hydroxy-4-methoxyacetophenone 
• 74-96-4 ethyl bromide 
• 75-03-6 ethyl iodide 
• 927201-95-4 1-(3-ethoxy-4-methoxy-phenyl)-ethanol 
• 1131-62-0 1-(3,4-dimethoxyphenyl)ethanone 
• 82613-08-9 3-ethoxy-4-methoxybenzoyl chloride 
• 2651-55-0 3-ethoxy-4-methoxybenzoic acid 
• 17600-72-5 2-ethoxyanisole 
• 108-24-7 acetic anhydride 
• 1117-96-0 Diazoethan 
• 75-36-5 acetyl chloride 

Downstream Products

• 882030-12-8 (3R,4R)-3-(3-ethoxy-4-methoxy-phenyl)-tetrahydro-thiopyran-4-ylamine hydrochloride 
• 882030-13-9 [(3R,4R)-3-(3-ethoxy-4-methoxy-phenyl)-tetrahydro-thiopyran-4-yl]-((R)-1-phenyl-ethyl)-amine hydrochloride 
• 608141-41-9 Apremilast 
• 608141-44-2 R-Apremilast 
• 1450657-43-8 (S)-4-(1-azido-2-(methylsulfonyl)ethyl)-2-ethoxy-1-methoxybenzene 
• 1450657-24-5 (R)-3-ethoxy-4-methoxy-α-[(methylsulfonyl)methyl]benzyl alcohol 
• 1450657-28-9 1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethan-1-one 
• 608141-42-0 (S)-2-[1 (3-ethoxy-4-methoxyphenyl)]-1-methanesulfonyl-2-ethylamine 

Relevant articles and documents

PROCESSES FOR THE PREPARATION OF APREMILAST AND INTERMEDIATES THEREOF

Disclosed are processes for the preparation of Apremilast and intermediates for its preparation.

Preparation method of Apremilast and intermediate

The invention provides a preparation method of Apremilast and its intermediate. The invention provides an Apremilast intermediate as shown in the formula III. According to the preparation method, the compound as shown in the formula III reacts with methanesulfinate to obtain a compound as shown in the formula IV; the compound as shown in the formula IV undergoes reductive amination to obtain a compound as shown in the formula V; the compound as shown in the formula V and asymmetry acid undergo salifying to obtain a compound as shown in the formula VI; and the compound as shown in the formula VI reacts with 3-acetamido-phthalic anhydride to obtain Apremilast. By the method for synthesizing Apremilast, usage of an n-butyllithium hexane solution can be avoided. Production cost is reduced, and operation process is convenient. In addition, safety in the industrial production is raised to a great extent, and the preparation method is more suitable for industrial continuous production. According to the preparation method of 3-acetamido-phthalic anhydride, yield is raised to 81%. As the yield is high, the method provided by the invention is extremely suitable for industrial production of Apremilast.

Novel 3-Oxa-10-Aza-Phenanthrenes

The compounds of formula I in which R1, R2 and R3 have the meanings as given in the description, are novel effective PDE4 inhibitors.